1-Pentanol → 2-(2,3-Dimethoxyphenoxy)acetophenone

HRID 3682

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HRID 3682 반응식
C(O)CCCC.[CH3:7][O:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:10]=1[OH:17].Br[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25](=[O:27])[CH3:26].C(=O)([O-])[O-].[K+].[K+]>C([O-])(=O)C.[Cu+2].C([O-])(=O)C.C(OCC)(=O)C>[CH3:7][O:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:10]=1[O:17][CH2:26][C:25]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:19]=1)=[O:27]

참가 물질

7

반응물 4

HCID 62761-PentanolHCID 11430Potassium CarbonateHCID 750602'-BromoacetophenoneHCID 788282,3-Dimethoxyphenol

생성물 1

HCID 183799552-(2,3-Dimethoxyphenoxy)acetophenone수율 87%

시약·촉매·용매 2

HCID 8895Cupric acetate촉매HCID 8857Ethyl Acetate용매

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온도
150 °C

실험 절차

Amyl alcohol (44 ml) was added to 2,3-dimethoxyphenol (5 g), 2'-bromoacetophenone (7 g), potassium carbonate (6.7 g) and copper acetate (1.1 g), followed by heating and stirring at 150° C. for 8 hours for reacting them together. To the reaction solution was added ethyl acetate (300 ml), and the resulting solution was washed in dilute hydrochloric acid, in water, and in a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvents therein were distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=8:1), to recover 2-(2,3-dimethoxyphenoxy)acetophenone (7.6 g; yield of 87%). By 1H-NMR (90 MHz, CDCl3), the compound has the peaks shown below.

후처리

  1. temperatureby heating
  2. washthe resulting solution was washed in dilute hydrochloric acid, in water
  3. dry with materialin a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate
  4. distillationthe solvents therein were distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=8:1)

출처 및 근거

ORD 기록
ord-b4abd6c40e154847ac62183456b57efd
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05734067

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